| Identification | Back Directory | [Name]
4-Hydroxy-2-methylpyridine | [CAS]
18615-86-6 | [Synonyms]
2-METHYL-PYRIDIN-4-OL
4-Pyridinol, 2-methyl-
2-Methylpyridin-4-ol 98%
2-Methyl-4-hydroxy-pyridin
4-HYDROXY-2-METHYLPYRIDINE
2-Methyl-4-hydroxypyridine
4-Hydroxy-2-methylpyridine ,97%
4-Hydroxy-2-methylpyridine nitrate
4-Hydroxy-2-methylpyridine ISO 9001：2015 REACH | [EINECS(EC#)]
695-114-6 | [Molecular Formula]
C6H7NO | [MDL Number]
MFCD04114156 | [MOL File]
18615-86-6.mol | [Molecular Weight]
109.13 |
| Chemical Properties | Back Directory | [Melting point ]
174-176 °C(Solv: acetone (67-64-1)) | [Boiling point ]
350-360 °C | [density ]
1.120±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [pka]
5.36±0.18(Predicted) | [Appearance]
White to light yellow Solid |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow solid | [Uses]
2-Methyl-4-hydroxypyridine is used in the synthesis of novel indolizine compounds as inhibitors of phosphodiesterase IV. Also used in the preparation of 2-substituted imidazole ring compoiunds for treatment againast human African trypanosomiasis. | [Synthesis]
General procedure for the synthesis of 4-hydroxy-2-methylpyridine from 2-methyl-4-aminopyridine:
[0220] To an aqueous solution (75 mL) containing 2-methylpyridin-4-amine (10.2 g, 94 mmol) and nitric acid (56.5 mL, 1,273 mmol) was slowly added a solution of sodium nitrite solution (9.44 g, 137 mmol) in water (38 mL) over a period of 25 minutes at 0 °C while maintaining vigorous stirring. The reaction mixture was continued to be stirred at 0 °C for 30 min, followed by transfer to a refrigerator at -17 °C for overnight storage. Upon completion of the reaction, the mixture was filtered and the solid product was collected and dried under vacuum to afford 2-methylpyridin-4-ol (6.5 g, 59.6 mmol, 63.2% yield) as a beige solid. The product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 2.53-2.60 (m, 3H), 7.01-7.17 (m, 2H), 8.36-8.49 (m, 1H). Mass spectrometry analysis showed a measured value of 110.1 for [M + H]+. | [References]
[1] Patent: WO2011/146287, 2011, A1. Location in patent: Page/Page column 59
[2] Archiv der Pharmazie (Weinheim, Germany), 1958, vol. 291, p. 429,434
[3] Roczniki Chemii, 1957, vol. 31, p. 1147,1151
[4] Chem.Abstr., 1958, p. 10072
[5] Journal of Chemical Thermodynamics, 1982, vol. 14, # 1, p. 45 - 50 |
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